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Highland Restaurant

$$ - $$$
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100 Fenn St, Pittsfield, MA 01201-6230
+1 413-442-2457
11:00 - 21:30
Closed now
See all hours
Tue - Sun 11:00 - 21:30
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32 Reviews from our TripAdvisor Community

Traveller rating
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Time of year
Showing 32: English reviews
Level Contributor
14 reviews
11 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 23 October 2016 via mobile

We just wanted a quick simple and inexpensive bite to eat. I've never been here even though I'm born and raised in the Berkshires. We sat at the bar and enjoyed a glass of wine with the bartender/owner and learned the heritage and history of the Highland. Everyone that came in the door was greeted with a familiar conversation, this... More 

Thank Dee E
Columbus, Ohio
Level Contributor
11 reviews
8 restaurant reviews
common_n_restaurant_reviews_1bd8 12 helpful votes
3 of 5 bubbles Reviewed 16 October 2016

The beer battered haddock & chips were good as we would expect. The veal scallopini was not. The meat had no texture from tenderization. It was in thick chunks rather than in thin slices. The sauce was tomato based with peppers & onions. This would have been ok if meat were good. Someone on this forum recommended this dish in... More 

Thank iwtbab
Leiper's Fork, Tennessee
Level Contributor
50 reviews
29 restaurant reviews
common_n_restaurant_reviews_1bd8 21 helpful votes
2 of 5 bubbles Reviewed 6 August 2016

Really was hoping for more. Being around since the 1930's you would think it would be better. Sadly, it was not good. Everything tasted like it was from the freezer. Nothing home cooked here. The space could use a bit of an cleaning and update. One good thing, the server was pleasant.

Thank m c
North Adams, Massachusetts
Level Contributor
68 reviews
53 restaurant reviews
common_n_restaurant_reviews_1bd8 5 helpful votes
2 of 5 bubbles Reviewed 24 July 2016

When in Pittsfield this is a family style restaurant with down home food at good prices. But don't expect anyting special. The best bet is the scallops sandwich. It's dirt cheap and super tasty. Check it out.

Thank Gonzology
Level Contributor
4 reviews
4 restaurant reviews
5 of 5 bubbles Reviewed 2 June 2016

Fried scallops were awesome! Truly enjoy them. My mother always loves going there! Pat the waitress is excellent!

Thank Jody D
Lenox, Massachusetts
Level Contributor
13 reviews
7 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
4 of 5 bubbles Reviewed 22 May 2016

Whenever I go to the Highland I have a whiskey sour and the fried scallops (if available), otherwise I will have the veal parm. Everyone in my family loves this place, the kids are happy and so are we. It's a busy, but charming place, with a loyal local following. It's old school with service which is as established as... More 

Thank 020660
Pittsfield, Massachusetts
Level Contributor
6 reviews
4 restaurant reviews
common_n_restaurant_reviews_1bd8 4 helpful votes
4 of 5 bubbles Reviewed 13 February 2016

Nice place can have a quick bite in & out at counter or take a table relax & enjoy. Great selection of Italian/American Everything from a sandwich to a full meal. Service is good & severs are pleasant. It's the kind of place that has regulars for sure

Thank timothyn612
Pittsfield, MA
Level Contributor
14 reviews
6 restaurant reviews
common_n_restaurant_reviews_1bd8 6 helpful votes
5 of 5 bubbles Reviewed 20 October 2015 via mobile

I have been dining at the Highland since I was a child. My mother would bring me and my grandmother into Pittsfield once a month for a girls day out. Now I take my daughters, son, and grandchildren for our special occasions. The food is excellent and you get good sized servings for low prices. I highly recommend anyone who... More 

Thank strbryshtk8k
Centennial, Colorado
Level Contributor
95 reviews
68 restaurant reviews
common_n_restaurant_reviews_1bd8 31 helpful votes
4 of 5 bubbles Reviewed 15 October 2015

Evidently this is a Pittsfield staple restaurant. I know why! Good home cooked meals. My veal was delicious. The dinner came with bread, salad, and a side of spaghetti. Be sure to get the house Italian salad dressing. Many of the pies are house made. I recommend the coconut cream. Yummy.

Thank COmamma
Pittsfield, Massachusetts
Level Contributor
5 reviews
4 restaurant reviews
4 of 5 bubbles Reviewed 1 July 2015

Very busy restaurant. Good food & friendly service. Good for a night out. Good variety of food & desserts.

Thank Marge A

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Restaurant Details

Rating summary
  • Food
    4 of 5 bubbles
    4.5 of 5 bubbles
  • Value
    4.5 of 5 bubbles
    3.5 of 5 bubbles
Italian, American
Lunch, Dinner
Restaurant features
Takeout, Seating, Waitstaff, Serves Alcohol
Good for
Cheap Eats, Child-friendly
Open Hours
11:00 - 21:30
11:00 - 21:30
11:00 - 21:30
11:00 - 21:30
11:00 - 21:30
11:00 - 21:30
Location and Contact Information
  • Address: 100 Fenn St, Pittsfield, MA 01201-6230
  • Location: United States  >  Massachusetts (MA)  >  Berkshires  >  Pittsfield
  • Phone Number: +1 413-442-2457

Questions & Answers

Questions? Get answers from Highland Restaurant staff and past visitors.
Posting guidelines
Typical questions asked:
  • Do you have gluten-free options?
  • Is there a dress code?
  • Do you allow dogs on the outdoor patio?